Stunning Resort Villa w Pool Hot Tub and Cinema
Private screened-in pool area with loungers and shaded dining space — perfect for relaxing days in the Florida sun.
Home theatre room with plush recliners, large screen and LED lighting for the ultimate movie-night experience.
Vibrant game room with glowing neon lights, gaming consoles and table games for endless fun.
Elegant dining area with seating for 10 guests, a modern chandelier, and open access to the living space.
Presented by Upstay
Private screened-in pool area with loungers and shaded dining space — perfect for relaxing days in the Florida sun.
Fully Equipped Outdoor Kitchen with BBQ Grill
Fully Furnished Outdoor Patio
Fully Furnished Patio with Dining Area
Rustic-style poker room with professional table, leather chairs and warm wood panelling.
Bright family lounge with large sectional sofa and sliding doors opening to the patio.
Bright family lounge with large sectional sofa and sliding doors opening to the patio.
Spacious open-plan living room with plush seating and large Smart TV, ideal for family evenings together.
Contemporary Lounge Area
Elegant dining area with seating for 10 guests, a modern chandelier, and open access to the living space.
Contemporary kitchen with breakfast bar seating, modern appliances and sleek cabinetry.
Chef-ready kitchen with a spacious refrigerator, ample counter space, and stylish breakfast stools.
Gourmet kitchen with large island, ideal for preparing group meals or casual morning coffee.
Stunning interior hallway
Futuristic arcade and foosball room with glowing blue décor and family-friendly entertainment.
Immersive gaming room with LED ceiling accents, a large screen and comfortable lounge seating.
Dedicated cinema-style entertainment room with tiered seating and mood lighting.
Rustic-style poker room with professional table, leather chairs and warm wood panelling.
Rustic-style poker room with work desk, leather chairs and warm wood panelling.
Stylish King Bedroom with en-suite bathroom and modern decor.
Stylish King Bedroom with a smart TV, en-suite bathroom, and modern decor.
Spacious King en-suite Bathroom with dual vanity and standing shower.
Spacious King en-suite Bathroom with dual vanity and standing shower.
Elegant Queen Bedroom with a Smart TV
Elegant Queen Bedroom with a Smart TV
Modern en-suite bathroom with combined bathtub and shower
Spacious King Bedroom suite with contemporary decor and a smart TV
Spacious King Bedroom suite with en-suite bathroom, contemporary decor and a smart TV
King Bedroom en-suite bathroom with a standing shower
Luxury Queen Bedroom with smart TV and en-suite bathroom
Luxury Queen Bedroom with smart TV and en-suite bathroom
Luxe King Bedroom Suite with a Smart TV
En-suite bathroom with a standing shower
Peaceful King Bedroom with an En-suite Bathroom and a Smart TV
Peaceful King Bedroom with an En-suite Bathroom and a Smart TV
En-suite bathroom with a standing shower
Queen Bedroom Suite with Modern Decor and En-suite Bathroom
Queen Bedroom Suite with Modern Decor and En-suite Bathroom
En-suite Bathroom with dual vanity and standing shower
En-suite bathroom with standing shower and jacuzzi
Marvel Avengers-themed bunk bedroom with slide and vibrant superhero graphics.
Marvel Avengers-themed bunk bedroom with slide and vibrant superhero graphics.
Avengers play loft with double bunks, TV and indoor slide for hours of imaginative fun.
Avengers play loft with double bunks, TV and indoor slide for hours of imaginative fun.
En-suite bathroom with standing shower
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
Colourful kids’ bedroom featuring a spiral slide, themed bedding, and playful energy.
En-suite bathroom with standing shower
Cinderella-themed kids’ bedroom with pastel blue décor, fairytale murals and built-in bunk beds.
Cinderella-themed kids’ bedroom with pastel blue décor, fairytale murals and built-in bunk beds.
In-home laundry facilities
7 Bedroom Home Exterior and Driveway
Windsor Cay Resort Swimming Pool
Windsor Cay Resort Swimming Pool
Mini Golf at Windsor Cay Resort
Fully Equipped Fitness Center at Windsor Cay Resort
Fully Equipped Fitness Center at Windsor Cay Resort
The Arcade Games Room at the Resort Clubhouse
Firepit and Resort Restaurant
Windsor Cay Resort Hot Tub
Windsor Cay Resort Children's Pool
Waterslides at the Windsor Cay Resort
Waterslides at the Windsor Cay Resort
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House - Rating 5 (4)

Stunning Resort Villa w Pool Hot Tub and Cinema

Bedroom 10 bedrooms
Bathroom 8 baths
Guests 26 guests
Pets Allowed Pets Allowed
  • Location: Orlando, Florida
  • Type: House
Location Location
Description Description
Your dream group getaway starts here! This 10-bedroom, 8.5-bathroom villa at Windsor Cay Resort is designed for large families and groups up to 26 guests seeking fun, comfort, and style—all just 9 miles from Disney and under an hour from Universal. Step inside to discover stunning themed bedrooms, vibrant entertainment spaces, and modern amenities that make every moment unforgettable.

Private Poolside Paradise
• Private swimming pool and hot tub with optional heating
• Furnished patio with loungers, shaded seating & outdoor dining for 8
• BBQ grill for poolside feasts
• Beach chairs & umbrella for your comfort

Get Your Game On!
The garage has been transformed into a full game room—the perfect hangout spot for guests of all ages:
• Shuffleboard
• Foosball
• Poker Table
• Arcade Games

Eat, Lounge & Gather
• Open-concept layout for connection and relaxation
• Spacious living area with large Smart TV and plush seating
• Fully equipped kitchen with modern appliances, cookware, and utensils
• Indoor dining area for large group meals

Dream Big, Sleep Easy
Each bedroom is uniquely designed with its own personality and flair:
• Velvet Navy King Suite | Ensuite bath
• Navy & Wood King Suite | Shared bath
• Cream & Wood Queen Room
• Cinderella-Themed Bunk Room
• Avengers-Themed Bunk Room | Ensuite bath
• Gray & Motorcycle Queen Room
• Velvet Grey Queen Room | Shared bath
• Mickey Safari-Themed Bunk Room | Ensuite bath
• Tan King Suite | Ensuite bath
• Burnt Orange King Suite | Ensuite bath

Bedroom Breakdown
• Bedroom 1: King bed
• Bedroom 2: King bed
• Bedroom 3: Queen bed
• Bedroom 4 (2 Queen): Bunk bed
• Bedroom 5 (2 Twin): 2 bunk beds
• Bedroom 6: Queen bed
• Bedroom 7: Queen bed
• Bedroom 8 (2 Twin): 2 bunk beds
• Bedroom 9: King bed
• Bedroom 10: King bed

Enjoy complimentary access to the Windsor Cay Resort clubhouse, which features:
• Zero-entry resort pool & lazy river
• Hot tub & cabanas
• Kids’ splash zone & water slides
• Mini-golf & volleyball courts
• Fitness center & arcade room
• Blue Lagoon Tavern & Grille (Mon–Wed: 12:00 PM – 5:00 PM & Thu–Sun: 11:00 AM – 6:00 PM)

Why Stay With Upstay?
At Upstay, we make group travel effortless. Our homes are sparkling clean, thoughtfully equipped, and packed with fun—from themed bedrooms to resort-style perks. We handle the details so you can focus on making memories.

This isn’t just a vacation home—it’s your next great Orlando adventure.

• To ensure a smooth and secure check-in, guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in details will be shared once completed.

• Pool service is scheduled weekly and may occur during your stay. This is a brief visit, and technicians will only access the pool area.
• The basketball arcade is currently out of order.

Pet Friendly:
• Pets are welcome at our property. A maximum of two pets under 60 lbs each is permitted. A pet fee of USD 139 per pet will be added to the reservation when pets are included at the time of booking. If pets are not declared during booking, the applicable fee will be charged separately.

Additional Services:
• Pool and hot tub heating (optional): $45/night per service or $79/night for both (2-night minimum, 24-hour notice required)
• BBQ propane tank: one-time $69 charge (please request in advance)
• Pack ’n play rental: $39 (one-time fee)
• Highchair rental: $29 (one-time fee)
Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.


Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 $150 16 17 18 19
20 21 $180 22 $180 23 $180 24 25 26
27 $180 28 $180 29 $180 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 $200 5 $200 6 $200 7 8 9 10
11 12 13 14 15 16 17
18 $200 19 20 21 22 23 $377 24
$292 25 $240 26 $225 27 $236 28 $318 29 $381 30 $370 31
November 2026
Su Mo Tu We Th Fr Sa
$294 1 $228 2 $214 3 $318 4 $326 5 $380 6 $395 7
$307 8 $309 9 $342 10 $338 11 $355 12 $420 13 $430 14
$333 15 $260 16 $269 17 $258 18 19 20 21
$539 22 23 24 25 26 $1028 27 $935 28
$438 29 $307 30          
December 2026
Su Mo Tu We Th Fr Sa
    $394 1 $311 2 $392 3 $439 4 $471 5
$359 6 $310 7 $301 8 $324 9 $400 10 $468 11 $508 12
$374 13 $292 14 $288 15 $304 16 $387 17 $630 18 $887 19
20 21 22 23 24 25 26
27 28 29 30 31    
January 2027
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 $478 15 $530 16
$515 17 $423 18 $302 19 $311 20 $365 21 $426 22 $421 23
$367 24 $322 25 $306 26 $385 27 $408 28 $438 29 $433 30
$399 31            
February 2027
Su Mo Tu We Th Fr Sa
  $405 1 $317 2 $328 3 $404 4 $445 5 $441 6
$403 7 $403 8 $372 9 $389 10 $449 11 $575 12 13
14 15 16 $443 17 $469 18 $536 19 $490 20
$429 21 $413 22 $398 23 $416 24 $453 25 $539 26 $508 27
$521 28            
March 2027
Su Mo Tu We Th Fr Sa
  $470 1 $383 2 $393 3 $444 4 $623 5 $749 6
$746 7 $695 8 $754 9 $754 10 $766 11 $863 12 $834 13
$813 14 $820 15 $818 16 $824 17 $830 18 $925 19 $913 20
$835 21 $902 22 $893 23 $854 24 $932 25 $1175 26 $1112 27
$1018 28 $878 29 $972 30 $903 31      
April 2027
Su Mo Tu We Th Fr Sa
        $982 1 $908 2 $840 3
$662 4 $619 5 $626 6 $689 7 $835 8 $738 9 $687 10
$491 11 $488 12 $505 13 $760 14 $812 15 $869 16 $867 17
$821 18 $1119 19 $1123 20 $1136 21 $1170 22 $1168 23 $1147 24
$1152 25 $1027 26 $992 27 $984 28 $1017 29 $1001 30  
May 2027
Su Mo Tu We Th Fr Sa
            $574 1
$461 2 $391 3 $373 4 $378 5 $434 6 $495 7 $506 8
$514 9 $489 10 $464 11 $458 12 $457 13 $559 14 $528 15
$446 16 $399 17 $519 18 $744 19 $774 20 $779 21 $514 22
$477 23 $427 24 $410 25 $471 26 $513 27 $734 28 $733 29
$721 30 $535 31          
June 2027
Su Mo Tu We Th Fr Sa
    $554 1 $589 2 $591 3 $626 4 $604 5
$681 6 $713 7 $752 8 $764 9 $773 10 $798 11 $729 12
$665 13 $662 14 $641 15 $670 16 $759 17 $785 18 $908 19
$930 20 $896 21 $908 22 $845 23 $864 24 $900 25 $844 26
$837 27 $836 28 $835 29 $836 30      
July 2027
Su Mo Tu We Th Fr Sa
        $1005 1 $1137 2 $1144 3
$1144 4 $1006 5 $878 6 $881 7 $948 8 $993 9 $980 10
$856 11 $794 12 $901 13 $964 14 $950 15 $1017 16 $1013 17
$918 18 $874 19 $822 20 $685 21 $828 22 $966 23 $966 24
$740 25 $620 26 $682 27 $643 28 $713 29 $839 30 $823 31
August 2027
Su Mo Tu We Th Fr Sa
$658 1 $579 2 $543 3 $608 4 $612 5 $680 6 $635 7
$561 8 $561 9 $484 10 $492 11 $527 12 $582 13 $556 14
$490 15 $448 16 $389 17 $392 18 $422 19 $465 20 $474 21
$461 22 $445 23 $431 24 $375 25 $412 26 $474 27 $437 28
$383 29 $341 30 $329 31        
Swipe Swipe for Availability
Amenities 56 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Desk
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor fireplace
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool
Reviews Rating 5 (4) Reviews
Rating 5
Exceeded our expectations. Great option to staying on property at Disney with a large group. Also made time away from parks very enjoyable and relaxing for our extended family
Anonymous - Posted: 2/24/2026
Thank you, Ellen, for your wonderful feedback! We're delighted to hear that your stay exceeded expectations and that our place served as a great base for your family during your Disney adventure. It’s fantastic to know that you found time to relax and enjoy each other's company away from the parks. We hope to welcome you all back for another memorable getaway soon!
Upstay staff
Posted: 2/26/2026
Rating 5
Nuestra estadía en esta casa en Orlando fue excelente de principio a fin. La casa es realmente hermosa, casi a estrenar, muy cómoda, moderna y súper bien equipada. Todo estaba impecable y tal como se ve en las fotos. Queremos destacar especialmente a Luciana, la anfitriona, que fue atenta, amable y siempre disponible antes y durante toda la estadía. Estuvo pendiente de cada detalle y tuvo un gesto que nos emocionó muchísimo: nos recibió con una sorpresa por el cumpleaños de mi hija. Sin dudas, recomendamos esta casa y a Luciana como anfitriona. Volveríamos a elegir este lugar sin pensarlo. Fue una experiencia hermosa y muy cuidada en todos los sentidos.
Anonymous - Posted: 2/7/2026
We are so happy to hear that your stay in our house was excellent from start to finish. We work hard to keep the home in pristine condition and are glad you found everything so clean and cozy. It is gratifying to know that we managed to make your celebration even more special. We sincerely appreciate your recommendation and look forward to the opportunity to host you again in the future. Your satisfaction is our greatest reward.
Upstay staff
Posted: 2/9/2026
Rating 5
We rented this place to celebrate our 35th wedding anniversary with family. From start to finish this experience was beyond 5 star. Communication was done consistently to ensure our comfort. Response to questions almost instantaneous. Access to resort a big plus. Resort personnel so friendly, professional and helpful. From 7 months old to 64 years old this home was enjoyed by all. I can think of nothing that wasn’t available to us. Being close to the airport and other favourite Orlando sites was terrific. I look forward to renting this place in the future. Truly a great time our thanks for making it memorable.
Anonymous - Posted: 1/27/2026
Thank you, Jane, for your wonderful review! It brings us immense joy to know that you and your family had such a memorable time celebrating your 35th wedding anniversary with us. We’re thrilled that it worked out well for your plans. We can’t wait to welcome you back for another stay in the future! Your kind words mean a lot to us.
Upstay staff
Posted: 1/28/2026
Rating 5
I really enjoyed my stay there and the location was awesome… Really enjoyed the space and amenities…
Anonymous - Posted: 12/13/2025
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